Dean's driving again. Dean's driving the car but he's also driving them forwards. And that's exactly what it is these days. Cassie helps sometimes but that doesn't change the fact that Dean's been getting worse, and Sam is worried about him.
At least with Dean driving Sam's free to relax sometimes. When he's not looking up stuff for their next case, flipping through the combined notes of three Winchesters or going over news reports downloaded from their last port of call. He lays back with his head lolling over the back of the seat and his eyes closed, knees cocked up under the dashboard, pretending to sleep. Mostly, he's just pretending. Dean'll stop eventually for the girls' sake and he'll get a real night's sleep in a real bed.
Sam's eyes are closed and his body is still but his mind is racing. As worried as he is, knowing Dean as well as he does, he wonders if that puts Cassie better or worse off. She might not see the signs. But she might read Sam's body language, the way he says things, and get that something bad is happening. Or she might be able to read him just well enough to know and not well enough to know what to do about it.
As if he knows what to do about it. He wishes he could do something to help. Something more, something effective. He wants an instant or at least quick fix, and he knows that's impossible. He still wants it.
Maybe someday things will get better? Maybe someday life will stop crapping on the Winchester family.
"Maybe someday I'll win the lottery," he mutters.
"What?" Dean glances over.
"Nothing." Sam rolls over and 'goes back to sleep.'
Maybe someday they'll be settled somewhere. Five, ten years down the road, maybe they'll actually get to face the rigors of home ownership. Any number of businesses don't need degrees or credentials they couldn't fake. Gunsmithing. Security. They could get all sorts of jobs, the skills they've picked up. Sarah and Cassie haven't tarnished their names yet, they could work legit. Bring in money. Real, clean money, none of this scamming and conning.
Five, ten years down the road maybe the farthest they'll have to drive on a regular basis is the next town over. Sam doesn't even want to think about how many miles they've put on the Impala. They could have real lives. He could have his own car (although he can't imagine Dean driving anything else) and they'd work nine to five, come home at night. Dean and Cassie would be flopped on the couch after dinner with the popcorn. He and Sarah could share a loveseat and a sappy movie or a book, or just sit in comfortable silence doing their own thing.
And maybe, god... Maybe one of them would finally unbend long enough to have kids. The Winchester family curse of interesting times and interesting lives wasn't something he'd wish on anyone, but god it'd be nice to have the chance. Just that one chance. To leave something lasting, to be normal. To be the kind of guy their father must have been, long ago, the man Sam never knew. To be a real boy, he thought, as he drifted off to sleep. To be whole again.
Maybe, five, ten years down the line, Dean could have that.
He'd like that.